62414-68-0

Basic information

• Product Name: (R)-Piperidin-3-ol
• Synonyms: (R)-Piperidin-3-ol;(3R)-3-Hydroxypiperidine;(R)-3-Piperidinol
• CAS NO: 62414-68-0
• Molecular Formula: C₅H₁₁NO
• Molecular Weight: 101.14694
• Mol File: 62414-68-0.mol

Chemical Properties

• Melting Point: 91-92℃
• Boiling Point: 191.9±23.0 °C(Predicted)
• Appearance: /
• Density: 1.016±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C(protect from light)
• PKA: 14.91±0.20(Predicted)
• CAS DataBase Reference: (R)-Piperidin-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-Piperidin-3-ol(62414-68-0)
• EPA Substance Registry System: (R)-Piperidin-3-ol(62414-68-0)

Safety Data

• Hazardous Substances Data: 62414-68-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
(R)-Piperidin-3-ol is used as a key intermediate in the synthesis of various pharmaceuticals, contributing to the development of new medications with diverse therapeutic applications.
Used in Agrochemical Production:
(R)-Piperidin-3-ol is used as a building block in the production of agrochemicals, playing a crucial role in the creation of effective and environmentally friendly pest control solutions.
Used in Specialty Chemicals:
(R)-Piperidin-3-ol is utilized in the synthesis of dyes and other specialty chemicals, enhancing the performance and properties of these products.
Used in Drug Development:
(R)-Piperidin-3-ol is used as a promising candidate for drug development due to its potential pharmacological properties, such as anti-inflammatory and analgesic effects, which could lead to the discovery of novel therapeutic agents for various medical conditions.

Upstream product

• 6859-99-0 3-hydroxypiperazine 
• 19365-07-2 (RS)-5-hydroxypiperidin-2-one 

Downstream Products

• 91599-81-4 (R)-N-benzyl-3-hydroxypiperidine 
• 100858-34-2 benzyl (3R)-3-hydroxypiperidine-1-carboxylate 
• 337918-35-1 (5R,7R)-7-benzoyl-6-oxa-1-azabicyclo[3.2.1]octane 
• 475062-21-6 2-(3-hydroxy-piperidin-1-yl)-3-{2-[2-(4-methoxy-benzyl)-2H-tetrazol-5-yl]-vinyl}-4-oxo-4H-pyrido[1,2-a]pyrimidine-8-carboxylic acid (4-tert-butyl-thiazol-2-yl)-amide 
• 334618-87-0 ethyl 4-{(3S)-aminopiperidin-1-yl}benzoate 
• 334620-61-0 ethyl 4-{2-(aminomethyl)pyrrolidin-1-yl}benzoate 
• 334620-67-6 4-[2-{(pyrimidin-2-ylamino)methyl}pyrrolidin-1-yl]benzoic acid 
• 334620-63-2 ethyl 4-[2-{(pyrimidin-2-ylamino)-methyl}pyrrolidin-1-yl]benzoate 
• 334618-78-9 4-{(3S)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoic acid 
• 334618-91-6 4-{(3S)-(pyridin-2-ylamino)piperidin-1-yl}benzoic acid 
• 352421-84-2 ethyl 4-{(3S)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoate 
• 334618-89-2 ethyl 4-{(3S)-(pyridin-2-ylamino)piperidin-1-yl}benzoate 
• 334620-32-5 4-[(3S)-{(tert-butoxycarbonyl)amino}piperidin-1-yl]benzoic acid 
• 879010-07-8 4-{(3S)-(benzylureido)piperidin-1-yl}benzoic acid 

Relevant articles and documents

A practical and enantiospecific synthesis of (-)-(R)- and (+)-(S)-piperidin-3-ols

A highly enantiospecific, azide-free synthesis of (-)-(R)- and (+)-(S)-piperidin-3-ol in excellent yield was developed. The key step of the synthesis involves the enantiospecific ring openings of enantiomerically pure (R)- and (S)-2-(oxiran-2-ylmethyl)-1H-isoindole-1,3(2H)-diones with the diethyl malonate anion and subsequent decarboxylation.

REACTIONS OF β-SUBSTITUTED AMINES-IV. KINETICS AND STEREOCHEMISTRY OF THE THERMAL REARRANGEMENT OF (S)-2-CHLOROMETYL-1-ETHYLPYRROLIDINE TO (R)-3-CHLORO-1-ETHYLPIPERIDINE, AND THE STEREO-CHEMICAL COURSE OF THEIR REACTIONS WITH NUCLEOPHILES

The rate of the thermal rearrangement of (S)-2-chloromethyl-1-ethylpyrrolidine to (R)-3-chloro-1-ethylpiperidine has been examined at three temperatures in benzene by PMR and polarimetry.The rearrangement was shown to be completely stereospecific and to obey a simple first order law.The calculated Ea, ΔH(excit.) and ΔS(excit.) were 22+/-2 kcal/mole (25 deg C), 21+/-2.5 kcal/mole (25 deg C) and -10+/-2 e.u. (0 deg K) respectively.The effect of solvents having differing dielectric constants was also studied.A transition state 9'a and an ion pair intermediate 3a are suggested for the rearrangement.The stereochemical course of the reactions of (S)-1a, (R)-2a and (S)-2a with hydroxide and methoxide ions have been shown to be 100percent stereospecific with an uncertainity of about 1percent.The absolute configurations of all optically active reactants and products were established by chemical correlations with known compounds or by ORD and chemical inference.The ring opening of both the primary and secondary aziridinium ion positions of 1-azonia-1-ethylbicyclohexane by nucleophiles proceeds entirely by SN2 processes.The conversion of (R)-1-ethyl-3-hydroxypiperidine to (S)-2a*HCl with thionyl chloride in chloroform proceeds by inversion with 4.8percent racemization, whereas the thermal rearrangement of (S)-1a to (R)-2a occurs with complete retention of absolute configuration.